Bay Island Sarasota

In This Community

21 homes for sale

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Nestled in the heart of Sarasota, Bay Island is a coveted waterfront community known as the gateway to Siesta Key, one of the most renowned beach destinations in the world. Offering a seamless blend of natural beauty, luxury living, and a prime location, Bay Island is a true gem in Sarasota real estate.

Bay Island boasts an impressive selection of homes for sale, ranging from elegant waterfront estates to stylish villas. The properties in Bay Island epitomize luxury, offering residents breathtaking views of Sarasota Bay, private boat docks, and expansive outdoor living spaces. Impeccable craftsmanship, high-end finishes, and architectural grandeur are hallmarks of the homes in Bay Island, providing residents with an unparalleled living experience.

Living in Bay Island means being just a stone's throw away from the pristine beaches of Siesta Key. With its powdery white sands and crystal-clear turquoise waters, Siesta Key is a true paradise. Residents of Bay Island have the privilege of easily accessing Siesta Key's beaches, where they can spend their days sunbathing, swimming, and enjoying various water activities.

Bay Island Homes For Sale

Under Contract

$18.5 Million

$18,900,000

MLS#MFRA4653658

3799 Flamingo Ave
Sarasota, FL 34242

4

6

8

18,706 SqFt

Pool

Water Front

1.4 Acres

228 Days

$9.9 Million

MLS#MFRA4675752

684 Freeling Dr
Sarasota, FL 34242

3

4

2,548 SqFt

Pool

Water Front

1.48 Acres

18 Days

$8,395,000

MLS#MFRA4673215

3820 Flamingo Ave
Sarasota, FL 34242

4

6

3

6,934 SqFt

Pool

Water Front

0.38 Acres

34 Days

New Construction

Reduced

$6.595 Million

$6,995,000

MLS#MFRA4610537

3550 Flamingo Ave
Sarasota, FL 34242

4

6

3

6,622 SqFt

Pool

Water Front

0.31 Acres

601 Days

New Construction

$5,825,000

MLS#MFRA4669657

527 Freeling Dr
Sarasota, FL 34242

4

5

4

7,589 SqFt

Pool

Water Front

0.3 Acres

22 Days

New Construction

$5,750,000

MLS#MFRA4675757

684 Freeling Dr
Sarasota, FL 34242

3

4

2,548 SqFt

Pool

Water Front

0.68 Acres

18 Days

New Construction

$5.499 Million

MLS#MFRA4676472

843 Norsota Way
Sarasota, FL 34242

3

2

2

3,428 SqFt

Pool

Water Front

0.37 Acres

7 Days

$5,100,000

MLS#MFRA4674955

831 Siesta Dr
Sarasota, FL 34242

5

5

2

5,500 SqFt

Pool

0.39 Acres

24 Days

New Construction

Reduced

$4.995 Million

$5,749,000

MLS#MFRA4666354

749 Freeling Dr
Sarasota, FL 34242

4

5

3

9,628 SqFt

Pool

Water Front

0.44 Acres

85 Days

$4.95 Million

MLS#MFRA4662402

3607 Flamingo Ave
Sarasota, FL 34242

4

4

3

6,911 SqFt

Pool

Water Front

0.43 Acres

97 Days

$4,795,000

MLS#MFRA4673685

878 Freeling Dr
Sarasota, FL 34242

4

4

2

5,444 SqFt

Pool

Water Front

0.33 Acres

26 Days

Under Contract

$3.995 Million

$4,195,000

MLS#MFRA4667093

810 Siesta Dr
Sarasota, FL 34242

3

4

2

6,242 SqFt

Pool

Water Front

0.38 Acres

83 Days

You may also be interested in Bay Island in South Pasadena.

21 Active Listings in Bay Island

In addition to the allure of Siesta Key, Bay Island is also in close proximity to other nearby islands. Longboat Key, with its upscale resorts, championship golf courses, and serene beaches, offers residents endless opportunities for leisure and relaxation. St. Armands Key, known for its vibrant shopping and dining scene, is a short drive away. Lido Key, with its beautiful beaches and renowned St. Armands Circle, is also within easy reach. Bay Island residents have the luxury of exploring these neighboring islands and experiencing the best that Sarasota has to offer.

Bay Island not only offers an idyllic waterfront setting but also provides a close-knit community atmosphere. Residents can enjoy the community's amenities, such as a private clubhouse, tennis courts, and lush tropical landscaping. The community's location on Bay Island Drive ensures a peaceful and serene environment, away from the hustle and bustle of the city.

When it comes to luxury real estate, Bay Island stands out as an exceptional choice in Sarasota. The homes for sale in Bay Island, with their prime waterfront locations and luxurious features, cater to the most discerning buyers. Whether you seek a grand estate with panoramic bay views or a charming villa nestled in a serene setting, Bay Island has the perfect home to suit your lifestyle.

In conclusion, Bay Island offers an exclusive and luxurious lifestyle in Sarasota. As the gateway to Siesta Key and with its proximity to Longboat Key, St. Armands Key, and Lido Key, Bay Island provides residents with access to world-class beaches, upscale amenities, and a vibrant Sarasota real estate market. Experience the epitome of luxury living in Bay Island, where breathtaking views, impeccable design, and an unmatched location create a truly extraordinary living experience.

Bay Island Community Summary

Bay Island is a luxury waterfront community of single family homes in Sarasota, Florida, with a range of options priced between $595,000 and $18,500,000. There are currently a total of 21 homes for sale on Bay Island. The smallest Bay Island home presently available is a two bedroom two bathroom residence that is 2,163 square feet (1,667SF Under Air living space), and the largest of the Bay Island homes currently on the market has five beds and five baths and is a 18,706 square foot (8,138SF Under Air) residence.

The Bay Island HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are three commercial airports that serve Bay Island - Sarasota Bradenton International (SRQ), which is seven miles away; Punta Gorda (PGD), which is 43 miles away, and Tampa International (TPA), which is 47 miles away.

Bay Island real estate activity on the Sarasota MLS during the past year (as of January 2026) reflects eleven homes changing hands, with an average asking price of $1,739,455 and an average selling price of $1,551,909. This represents a list-to-sell price ratio of 89% and $443 per square foot. During this period, Bay Island homes for sale have taken an average of 55 days to sell.

In addition, there are numerous other communities in Sarasota to choose from, or you may browse all available Sarasota Real Estate, including some new construction opportunities. Homes for sale in Bay Island are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Bay Island hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.